Issue 0, 1974

Polypeptides. Part XXIV. Synthesis of isariic acid

Abstract

L- and D-3-Hydroxydodecanoylglycyl-L-valyl-D-leucyl-L-alanyl-D-valine (IV) and their methyl esters have been synthesised. The compounds derived from the D-hydroxy-acid were indistinguishable from isariic acid and methyl isariate; this confirmed the amino-acid sequence of isariin, a metabolite of Isaria cretacea which liberates isariic acid on alkaline hydrolysis. Predictably, attempts to cyclise the hexapeptide (IV) were unsuccessful; this can be attributed to the presence of the C-terminal valine residue.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1974, 796-802

Polypeptides. Part XXIV. Synthesis of isariic acid

P. M. Hardy, R. A. Prout and H. N. Rydon, J. Chem. Soc., Perkin Trans. 1, 1974, 796 DOI: 10.1039/P19740000796

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